Pimagedine hydrochloride | CAS# 1937-19-5

MedKoo Cat#: 326955 | Name: Pimagedine hydrochloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pimagedine, also known as aminoguanidine, MDL-201228; YM-585; GER-11, is an AGE Inhibitor potentially for the treatment of diabetic nephropathy and diabetic retinopathy. Pimagedine is also a diamine oxidase and nitric oxide synthase inhibitor. It acts to reduce levels of advanced glycation end products (AGEs) through interacting with 3-deoxyglucosone.

Chemical Structure

Pimagedine hydrochloride

CAS#1937-19-5

Theoretical Analysis

MedKoo Cat#: 326955

Name: Pimagedine hydrochloride

CAS#: 1937-19-5

Chemical Formula: CH7ClN4

Exact Mass:

Molecular Weight: 110.55

Elemental Analysis: C, 10.87; H, 6.38; Cl, 32.07; N, 50.68

Price and Availability

Size	Price	Availability	Quantity
25g	USD 250.00	2 Weeks
100g	USD 450.00

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Synonym

Pimagedine, MDL-201228; YM-585; GER-11; MDL201228; YM585; GER11. aminoguanidine. Pimagedine hydrochloride; Guanylhydrazine hydrochloride

IUPAC/Chemical Name

hydrazinecarboximidamide hydorchloride

InChi Key

UBDZFAGVPPMTIT-UHFFFAOYSA-N

InChi Code

InChI=1S/CH6N4.ClH/c2-1(3)5-4;/h4H2,(H4,2,3,5);1H

SMILES Code

NNC(N)=N.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Related CAS# 1937-19-5 (hydrochloride) 79-17-4 (free base)

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Aminoguanidine hydrochloride is a diamine oxidase and NO synthase inhibitor.

In vitro activity:

The purpose of the present study was to investigate the effect of AG (aminoguanidine) on the expression of iNOS and cyclooxygenase-2 (COX-2), and the activity of the NF-κB signaling pathway in rat chondrocytes stimulated by interleukin-1β (IL-1β). The viability of chondrocytes treated with AG (0.3, 1 or 3 mM) alone was determined using a Cell Counting Kit-8 assay. Subsequently, the chondrocytes were treated with either 10 ng/ml IL-1β alone, or co-treated with increasing concentrations of AG (0.3, 1 or 3 mM) and 10 ng/ml IL-1β. The results suggested that the inhibitory effect of AG on the protein and gene expression levels of iNOS and COX-2 in IL-1β-treated chondrocytes was dose-dependent. In addition, AG decreased the level of phosphorylation of IKKβ, IκBα and NF-κB p65, the degradation of IKKβ, IκBα and p65, and the translocation of NF-κB in IL-1β-stimulated chondrocytes. Reference: Exp Ther Med. 2020 Sep;20(3):2623-2630. https://pubmed.ncbi.nlm.nih.gov/32765755/

In vivo activity:

The aim of this study was to assess the effect inhibiting diamine oxidase (DAO) activity on intestinal adaptation after 80% proximal small bowel resection in the rat. Aminoguanidine (AG), a DAO inhibitor, was administered subcutaneously (25 mg kg-1 day-1) to rats for 11 days after small bowel transection (n = 6) or resection (n = 6). AG treatment completely inhibited DAO activity in both the transection control and resected rats. In the AG-treated resection group, inhibition of DAO activity was accompanied by increases (p less than 0.005) in all three indices of mucosal mass (wet weight, protein and DNA per centimetre intestine), putrescine concentrations (p less than 0.05) and ODC activity per centimetre intestine (p less than 0.001) when compared with the saline-treated resection controls. The results of this study suggest that inhibition of the putrescine-degrading enzyme, DAO, enhances the adaptive response to intestinal resection. Reference: Digestion. 1990;46 Suppl 2:447-57. https://pubmed.ncbi.nlm.nih.gov/2124566/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	904.61
	Water	61.0	551.81

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 110.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Ma Y, Song X, Ma T, Li Y, Bai H, Zhang Z, Hu H, Yuan R, Wen Y, Gao L. Aminoguanidine inhibits IL-1β-induced protein expression of iNOS and COX-2 by blocking the NF-κB signaling pathway in rat articular chondrocytes. Exp Ther Med. 2020 Sep;20(3):2623-2630. doi: 10.3892/etm.2020.9021. Epub 2020 Jul 17. PMID: 32765755; PMCID: PMC7401635. 2. Brownlee M, Vlassara H, Kooney A, Ulrich P, Cerami A. Aminoguanidine prevents diabetes-induced arterial wall protein cross-linking. Science. 1986 Jun 27;232(4758):1629-32. doi: 10.1126/science.3487117. PMID: 3487117. 3. Tsuji M, Higuchi Y, Shiraishi K, Kume T, Akaike A, Hattori H. Protective effect of aminoguanidine on hypoxic-ischemic brain damage and temporal profile of brain nitric oxide in neonatal rat. Pediatr Res. 2000 Jan;47(1):79-83. doi: 10.1203/00006450-200001000-00015. PMID: 10625086. 4. Rokkas T, Vaja S, Murphy GM, Dowling RH. Aminoguanidine blocks intestinal diamine oxidase (DAO) activity and enhances the intestinal adaptive response to resection in the rat. Digestion. 1990;46 Suppl 2:447-57. doi: 10.1159/000200420. PMID: 2124566.

In vitro protocol:

In vivo protocol:

1. Tsuji M, Higuchi Y, Shiraishi K, Kume T, Akaike A, Hattori H. Protective effect of aminoguanidine on hypoxic-ischemic brain damage and temporal profile of brain nitric oxide in neonatal rat. Pediatr Res. 2000 Jan;47(1):79-83. doi: 10.1203/00006450-200001000-00015. PMID: 10625086. 2. Rokkas T, Vaja S, Murphy GM, Dowling RH. Aminoguanidine blocks intestinal diamine oxidase (DAO) activity and enhances the intestinal adaptive response to resection in the rat. Digestion. 1990;46 Suppl 2:447-57. doi: 10.1159/000200420. PMID: 2124566.

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